Process for the preparation of substituted indazoles

Details Process for the preparation of substituted indazoles Process for the preparation of substituted indazoles

1975-01-16

1976-10-26

Moyer, Donald B.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D23156

Patent

active

039883477

ABSTRACT:
Substituted indazoles that have the structural formula ##SPC1##
Wherein X represents halogen, trihalomethyl, nitro, -SO.sub.2 R, cyano, acoyl, acoylamino, aroylamino, or -COOR'; R represents hydroxyl, halogen, alkyl, haloalkyl, alkylamino, phenyl, or substituted phenyl; R' represents hydrogen, halogen, alkyl, haloalkyl, phenyl, or substituted phenyl; and n represents a number in the range of 1 to 4 are prepared by the direct nitrosation of the corresponding 2-methylacetanilide with an alkali metal nitrite or alkaline earth metal nitrite under conditions of controlled acidity in the presence of a dehydrating agent at a temperature in the range of 50.degree. to 120.degree. C.

REFERENCES:
Berichte, 41, 660-671 (1908), 23, pp. 3635-3639 (1890).
Elderfield (Ed.) "Heterocyclic Compounds" vol. 5, pp. 171-174, Wiley & Sons publishers, N.Y. (1957).
Davies, J. Chem. Soc. (1955), pp. 2412-2423.
Wiley (Ed.), "Pyrazoles, Pyrazolines, Pyrazolidines, Indazoles & Condensed Rings" (1967), pp. 294-304, Interscience Publishers, N.Y.

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